Tin-lithium exchange of enantioenriched allylic stannanes in the presence of (-)-sparteine followed by electrophilic substitution provides enecarbamates with configurations opposite to that obtained by the deprotonation sequence. The enecarbamates can be hydrolyzed to aldehydes or reduced to amines, and therefore provide facile entry into chiral homoenolate synthetic equivalents and chiral gamma-lithioamine synthetic equivalents.